Tetrahydrofuran → HCID 178499559, compound

HRID 1295224Notes

Reaction equation

HRID 1295224 reaction equation
C([O:8][C:9]1[C:13]([CH2:14][C:15]([O:17][CH3:18])=[O:16])=[CH:12][N:11]([CH3:19])[N:10]=1)C1C=CC=CC=1.O1CCCC1>[C].[Pd].C(O)C>[OH:8][C:9]1[C:13]([CH2:14][C:15]([O:17][CH3:18])=[O:16])=[CH:12][N:11]([CH3:19])[N:10]=1

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 69427071methyl 3-benzyloxy-1-methyl-1H-pyrazol-4-ylacetate

Product 1

HCID 178499559HCID 178499559, compoundYield 79.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture of methyl 3-benzyloxy-1-methyl-1H-pyrazol-4-ylacetate (12.2 g), 5% palladium-carbon (25.0 g), tetrahydrofuran (100 ml) and ethanol (100 ml) was stirred under hydrogen atmosphere for 5 hrs. Palladium-carbon was filtered off and the filtrate was concentrated to give methyl 3-hydroxy-1-methyl-1H-pyrazol-4-ylacetate (6.33 g, yield 79%) as colorless crystals. The crystals were recrystallized from tetrahydrofuran-hexane. melting point: 118–119° C.

Workup

  1. filtrationPalladium-carbon was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-0300f95395d24c76b164716c37219bad
Source dataset
uspto-grants-2007_07
Patent number
US07241785B2

Reaction notes

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